Triethylamine → 9-Pyridin-4-yloxy-3-azaspiro[5.5]undecane dihydrochloride

HRID 2387934Notes

Reaction equation

HRID 2387934 reaction equation
[O:1]=[C:2]1[CH2:19][CH2:18][C:5]2([CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]2)[CH2:4][CH2:3]1.[ClH:20].F[C:22]1(F)[CH2:25][NH:24][CH2:23]1.[CH2:27](N(CC)CC)[CH3:28]>>[ClH:20].[ClH:20].[N:24]1[CH:23]=[CH:28][C:27]([O:1][CH:2]2[CH2:3][CH2:4][C:5]3([CH2:6][CH2:7][NH:8][CH2:9][CH2:10]3)[CH2:18][CH2:19]2)=[CH:22][CH:25]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27582473,3-Difluoroazetidine hydrochlorideHCID 51072194tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

Product 1

HCID 667544709-Pyridin-4-yloxy-3-azaspiro[5.5]undecane dihydrochloride

Procedure

The preparation was carried out in two stages, analogously to the synthesis of amine F-39, from tert-butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate and 3,3-difluoroazetidine hydrochloride with the addition of triethylamine (1 equiv.), or as follows:

Sources & evidence

ORD record
ord-8ec5c6ba58ba43d1b847fa5f44899b70
Source dataset
uspto-grants-2012_09
Patent number
US08269000B2

Reaction notes

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